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Rhodamine B-based fluorescent sensor, preparation and application thereof

A fluorescence sensor and complete reaction technology, applied in the direction of fluorescence/phosphorescence, luminescent materials, chemical instruments and methods, etc., can solve the problems of lack of specificity, inability to prove that it only contains iron or mercury ions, and inability to be widely used, etc. Achieve the effects of strong specificity, wide absorption wavelength range, and high quantum yield

Inactive Publication Date: 2014-06-11
NANJING UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

BamaprasadBag reported a rhodamine-based sensor for detecting iron and mercury ions in (Org.Biomol.Chem.2012, 10, 2733). The reported sensor has a simple structure, but it can detect both iron and mercury ions simultaneously. It is proved that it only contains iron or mercury ions, and it does not have good specificity, so it cannot be widely used

Method used

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  • Rhodamine B-based fluorescent sensor, preparation and application thereof
  • Rhodamine B-based fluorescent sensor, preparation and application thereof
  • Rhodamine B-based fluorescent sensor, preparation and application thereof

Examples

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Embodiment 1

[0027] A fluorescent sensor based on rhodamine B, its structural formula is as follows:

[0028]

[0029] The preparation method of the above-mentioned fluorescent sensor is as follows:

[0030]

[0031] Compound A was synthesized according to the method reported in RSCAdv., 2014, 4, 2563, and compound B was synthesized according to the method reported in Bioorg. Med. Chem. 2005, 13, 3673. Then 0.22mmol of compound B was dissolved in 5mL of dichloromethane, followed by adding 0.66mmol of dicyclohexylcarbodiimide, 0.44mmol of 1-hydroxybenzotriazole, and 0.44mmol of N,N-diisopropylethylamine. Stir at room temperature until completely dissolved, then add 0.44 mmol of compound A, and continue stirring at room temperature for 12 hours until the reaction is complete. After purification, a red solid was obtained, namely compound C, the target product was a rhodamine B-based fluorescent sensor, and the yield was about 47%.

[0032] The characterization results are as follows: ...

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Abstract

The invention discloses a rhodamine B-based fluorescent sensor, preparation and application thereof. 2-(2-aminoethyl)-3',6'-bis(diethyl-amino)spiro[isoindoline-1,9'-xanthen]-3-one(A) and 4-(1,4,7,10-tetraoxa-13-azacycl-opentadecan-13-yl)-4-oxobutanoicacid(B) are taken as precursors to synthesize a fluorescent sensor (C). After addition of different heavy metal ions like NaCl, LiCl.H2O, KCl, NiCl, CuCl, AgNO3, SnCl2.2H2O, Ba(NO3)2, MnCl2.4H2O, ZnCl12, MgCl2.6H2O, CaCl2, CdCl2.2.5H2O, CuCl2.2H2O, FeCl2.4H2O, PbCl2, CoCl2.6H2O, HgCl2, Pd(C2H3O2)2, RhCl3.H2O, IrCl3, AlCl3, FeCl3.6H2O, and CrCl3.6H2O, analysis by ultraviolet-visible spectrum and spectrofluorimetry finds that the sensor only responses to iron ions, so that the fluorescent sensor can be used for specially detecting iron ions. The sensor has advantages of high sensitivity, simple operation and good specificity, and has important potential significance in disease diagnosis.

Description

technical field [0001] The invention belongs to the technical field of fluorescence sensor preparation, and in particular relates to a rhodamine B-based fluorescence sensor, its preparation and its application. Background technique [0002] Iron is one of the essential trace elements for the human body. During biological metabolism, Fe 3+ play an irreplaceable role. According to relevant literature reports, Fe in human body 3+ Excessive levels can cause cancer and can cause damage to the heart, liver and other organ functions. Therefore, it is urgent to find a simple and rapid method for detecting Fe in organisms. 3+ Methods. Currently, colorimetric and absorptiometry methods are widely used to detect iron. However, these methods have disadvantages such as low sensitivity and poor stability. [0003] Rhodamine B-based fluorescent sensors have the advantages of high absorption coefficient, high quantum yield, and wide absorption wavelength range, so rhodamine B-based ch...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 包晓峰曹小伟曹乾升史加新
Owner NANJING UNIV OF SCI & TECH
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